KR910019982A - 시아노퀴놀린 화합물 - Google Patents
시아노퀴놀린 화합물 Download PDFInfo
- Publication number
- KR910019982A KR910019982A KR1019910007170A KR910007170A KR910019982A KR 910019982 A KR910019982 A KR 910019982A KR 1019910007170 A KR1019910007170 A KR 1019910007170A KR 910007170 A KR910007170 A KR 910007170A KR 910019982 A KR910019982 A KR 910019982A
- Authority
- KR
- South Korea
- Prior art keywords
- alkyl
- substituted
- hydrogen
- group
- general formula
- Prior art date
Links
- -1 Cyanoquinoline Compound Chemical class 0.000 title claims 21
- 229910052739 hydrogen Inorganic materials 0.000 claims 13
- 239000001257 hydrogen Substances 0.000 claims 13
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 9
- 229910052736 halogen Inorganic materials 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 6
- 150000002431 hydrogen Chemical group 0.000 claims 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 5
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 4
- VEZUQRBDRNJBJY-UHFFFAOYSA-N cyclohexanone oxime Chemical compound ON=C1CCCCC1 VEZUQRBDRNJBJY-UHFFFAOYSA-N 0.000 claims 4
- 230000002363 herbicidal effect Effects 0.000 claims 4
- 238000000034 method Methods 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 239000001301 oxygen Substances 0.000 claims 4
- WDXARTMCIRVMAE-UHFFFAOYSA-N quinoline-2-carbonitrile Chemical class C1=CC=CC2=NC(C#N)=CC=C21 WDXARTMCIRVMAE-UHFFFAOYSA-N 0.000 claims 4
- 150000001768 cations Chemical class 0.000 claims 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- 238000002360 preparation method Methods 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims 2
- 230000002378 acidificating effect Effects 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 150000005634 haloquinolines Chemical class 0.000 claims 2
- 239000004009 herbicide Substances 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- 229920006395 saturated elastomer Polymers 0.000 claims 2
- 229910052709 silver Inorganic materials 0.000 claims 2
- 239000004332 silver Substances 0.000 claims 2
- 125000004434 sulfur atom Chemical group 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- 125000006656 (C2-C4) alkenyl group Chemical group 0.000 claims 1
- 125000004214 1-pyrrolidinyl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 claims 1
- UDAIGHZFMLGNDQ-UHFFFAOYSA-N 2-nitroquinoline Chemical compound C1=CC=CC2=NC([N+](=O)[O-])=CC=C21 UDAIGHZFMLGNDQ-UHFFFAOYSA-N 0.000 claims 1
- ZBJJDYGJCNTNTH-UHFFFAOYSA-N Betahistine mesilate Chemical group CS(O)(=O)=O.CS(O)(=O)=O.CNCCC1=CC=CC=N1 ZBJJDYGJCNTNTH-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 claims 1
- 125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 claims 1
- 230000003042 antagnostic effect Effects 0.000 claims 1
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical group C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 150000001934 cyclohexanes Chemical class 0.000 claims 1
- 239000012039 electrophile Substances 0.000 claims 1
- 230000035784 germination Effects 0.000 claims 1
- 125000004438 haloalkoxy group Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 230000002401 inhibitory effect Effects 0.000 claims 1
- 125000000842 isoxazolyl group Chemical group 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 230000000269 nucleophilic effect Effects 0.000 claims 1
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 230000008635 plant growth Effects 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 238000009331 sowing Methods 0.000 claims 1
- 238000005507 spraying Methods 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- 125000004962 sulfoxyl group Chemical group 0.000 claims 1
- 229910052717 sulfur Chemical group 0.000 claims 1
- 239000011593 sulfur Chemical group 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
- C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
- C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Quinoline Compounds (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DEP4014171.3 | 1990-05-03 | ||
DE4014171A DE4014171A1 (de) | 1990-05-03 | 1990-05-03 | Cyanochinolinverbindungen |
Publications (1)
Publication Number | Publication Date |
---|---|
KR910019982A true KR910019982A (ko) | 1991-12-19 |
Family
ID=6405624
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019910007170A KR910019982A (ko) | 1990-05-03 | 1991-05-03 | 시아노퀴놀린 화합물 |
Country Status (8)
Country | Link |
---|---|
US (1) | US5565408A (de) |
EP (1) | EP0459140B1 (de) |
JP (1) | JPH04225960A (de) |
KR (1) | KR910019982A (de) |
CA (1) | CA2041684A1 (de) |
DE (2) | DE4014171A1 (de) |
ES (1) | ES2091258T3 (de) |
HU (1) | HU209438B (de) |
Families Citing this family (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4201720A1 (de) * | 1992-01-23 | 1993-07-29 | Basf Ag | Thiochromenonderivate als antidots und sie enthaltende herbizide mittel |
DE4227896A1 (de) * | 1992-08-22 | 1994-02-24 | Basf Ag | Cyclohexenonoximether, ihre Herstellung und ihre Verwendung |
PL330814A1 (en) | 1996-06-20 | 1999-06-07 | Regents Board Of | Compounds for and methods of delivering pharmaceutical preparations and their application |
US7157408B2 (en) * | 2003-12-11 | 2007-01-02 | Valent Biosciences Corporation | Quinoline fungicides |
AU2009274037B2 (en) * | 2008-07-22 | 2015-07-09 | Trustees Of Dartmouth College | Monocyclic cyanoenones and methods of use thereof |
SI2651902T1 (en) | 2010-12-17 | 2018-02-28 | Reata Pharmaceuticals, Inc. | Tricyclic pyrazolyl and pyrimidinylenones as antioxidant inflammatory modulators |
US9682966B2 (en) * | 2012-08-16 | 2017-06-20 | The Scripps Research Institute | Kappa opioid ligands |
EP3662751B1 (de) * | 2015-05-26 | 2021-10-13 | Kaohsiung Medical University | Pyrazolo[4,3-c]chinolin-derivate zur hemmung von b-glucuronidase |
PE20180462A1 (es) | 2015-07-06 | 2018-03-06 | Gilead Sciences Inc | Moduladores cot y metodos de uso de los mismos |
TW202235416A (zh) | 2019-06-14 | 2022-09-16 | 美商基利科學股份有限公司 | Cot 調節劑及其使用方法 |
JP2022552019A (ja) | 2019-10-18 | 2022-12-14 | ザ リージェンツ オブ ザ ユニバーシティ オブ カリフォルニア | 病的血管障害の治療のための作用物質としての3-フェニルスルホニル-キノリン誘導体 |
EP4126231A1 (de) | 2020-03-30 | 2023-02-08 | Gilead Sciences, Inc. | Feste formen von (s)-6-((1-(bicyclo[1.1.1]pentan-1-yl)-1h-1,2,3-triazol-4-yl)2-methyl-1-oxo-1,2-dihydroisochinolin-5-yl)amino)8-chlor-(neopentylamino)chinolin-3-carbonsäure |
KR20220160645A (ko) | 2020-04-02 | 2022-12-06 | 길리애드 사이언시즈, 인코포레이티드 | Cot 저해제 화합물의 제조 방법 |
Family Cites Families (33)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2507146A (en) * | 1946-03-12 | 1950-05-09 | Eastman Kodak Co | Method of making a 3-halo-2-methylquinoline |
US2991285A (en) * | 1958-09-09 | 1961-07-04 | Rohm & Haas | Process of cyanation and nitriles produced thereby |
DE1170955B (de) * | 1961-06-10 | 1964-05-27 | Bayer Ag | Verfahren zur Herstellung von 2-Methylmercapto-3-cyano-4-chlorchinolin |
GB1207771A (en) * | 1968-03-18 | 1970-10-07 | Warner Lambert Pharmaceutical | Anti-virally active quinoline derivatives |
LU65139A1 (de) * | 1972-04-07 | 1973-10-22 | ||
HU167910B (de) * | 1972-11-22 | 1976-01-28 | ||
SE406911B (sv) * | 1973-08-28 | 1979-03-05 | Chinoin Gyogyszer Es Vegyeszet | Sett att framstella nya kinolinderivat |
DE2363459A1 (de) * | 1973-12-20 | 1975-06-26 | Basf Ag | Neue fluoreszierende chinolinverbindungen |
US4362876A (en) * | 1978-08-11 | 1982-12-07 | The Sherwin-Williams Company | Preparation of dihydroxyquinoline and certain derivatives |
US4488898A (en) * | 1978-08-31 | 1984-12-18 | Ciba-Geigy Corporation | Oxime derivatives for protecting plant crops |
US4490167A (en) * | 1979-08-06 | 1984-12-25 | Ciba-Geigy Corporation | Oxime derivatives of diphenyl ethers and their use in herbicidal compositions |
US4456468A (en) * | 1980-01-14 | 1984-06-26 | Ciba-Geigy Corporation | Aminoglyoxylonitrile oximiro carbamates for the protection of crops against injury by herbicides |
US4497651A (en) * | 1982-02-17 | 1985-02-05 | Basf Aktiengesellschaft | Dichloroquinoline derivatives for use as herbicides |
MA19709A1 (fr) * | 1982-02-17 | 1983-10-01 | Ciba Geigy Ag | Application de derives de quinoleine a la protection des plantes cultivees . |
EP0089313B1 (de) * | 1982-03-15 | 1985-05-02 | Ciba-Geigy Ag | Neue Oximäther, Verfahren zu ihrer Herstellung, Mittel die die neuen Oximäther enthalten und ihre Verwendung |
DE3210979A1 (de) * | 1982-03-25 | 1983-09-29 | Basf Ag, 6700 Ludwigshafen | 3-chlor-8-cyano-chinoline, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung unerwuenschten pflanzenwuchses |
SE8206378L (sv) * | 1982-11-10 | 1984-05-11 | Sverker Hogberg | Nya kelatbildande kinolinforeningar |
US4496569A (en) * | 1983-03-25 | 1985-01-29 | The Dow Chemical Company | Antiallergic (1H-tetrazol-5-yl)tetrazolo[1,5-a]quinolines and derivatives thereof |
US4496725A (en) * | 1983-05-23 | 1985-01-29 | The Dow Chemical Company | Substituted 1,2,3-triazino[4',5':4,5]-thieno[2,3-B]quinolin-4(3H)-ones |
US4540786A (en) * | 1983-08-22 | 1985-09-10 | The Dow Chemical Company | Preparation of 2-chloro-3-cyano-quinolines |
ATE47001T1 (de) * | 1984-03-15 | 1989-10-15 | Ciba Geigy Ag | Verwendung von chinolinderivaten zum schuetzen von kulturpflanzen. |
EP0159290A1 (de) * | 1984-03-28 | 1985-10-23 | Ciba-Geigy Ag | Verwendung von Chinolinderivaten zum Schützen von Kulturpflanzen |
DE3620856A1 (de) * | 1986-06-21 | 1987-12-23 | Basf Ag | 3-cyanchinolinderivate |
EP0258184A3 (de) * | 1986-08-13 | 1988-11-30 | Ciba-Geigy Ag | Chinolinderivate als Herbizid- antagonisten für Kulturpflanzen |
GB8702613D0 (en) * | 1987-02-05 | 1987-03-11 | Ici Plc | Compositions |
US4920128A (en) * | 1987-07-08 | 1990-04-24 | Sterling Drug Inc. | Pyrazolo[3,4-b]quinolines and their use as antiviral agents |
US4933447A (en) * | 1987-09-24 | 1990-06-12 | Ss Pharmaceutical Co., Ltd. | Quinoline derivatives |
GB8727737D0 (en) * | 1987-11-26 | 1987-12-31 | Ici Plc | Antitumour agents |
IE892088L (en) * | 1988-07-12 | 1990-01-12 | William Henry Deryk Morris | Quinoline derivatives, their production and use |
DE3829851A1 (de) * | 1988-09-02 | 1990-03-08 | Basf Ag | Tetraazaporphyrine sowie strahlungsempfindliche beschichtungsfilme |
DE3837926A1 (de) * | 1988-11-09 | 1990-05-17 | Basf Ag | Herbizide mittel, die 2-(4-heteroaryloxy)- oder 2-(4-aryloxy)-phenoxyessig- oder -propionsaeurederivate und/oder cyclohexenonderivate als herbizide wirkstoffe und naphthalinderivate als antidots enthalten, sowie ihre verwendung zur bekaempfung unerwuenschten pflanzenwuchses |
DE3907938A1 (de) * | 1989-03-11 | 1990-09-13 | Basf Ag | 2,3-substituierte 1,8-naphthyridine, verfahren zu ihrer herstellung und ihre verwendung als antidots |
US4929128A (en) * | 1989-06-23 | 1990-05-29 | Affleck Robert J | Masonry drill assembly |
-
1990
- 1990-05-03 DE DE4014171A patent/DE4014171A1/de not_active Withdrawn
-
1991
- 1991-04-24 DE DE59108164T patent/DE59108164D1/de not_active Expired - Lifetime
- 1991-04-24 EP EP91106568A patent/EP0459140B1/de not_active Expired - Lifetime
- 1991-04-24 ES ES91106568T patent/ES2091258T3/es not_active Expired - Lifetime
- 1991-04-26 JP JP3096845A patent/JPH04225960A/ja not_active Withdrawn
- 1991-05-02 HU HU911479A patent/HU209438B/hu not_active IP Right Cessation
- 1991-05-02 CA CA002041684A patent/CA2041684A1/en not_active Abandoned
- 1991-05-03 KR KR1019910007170A patent/KR910019982A/ko not_active Application Discontinuation
-
1995
- 1995-04-17 US US08/423,325 patent/US5565408A/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
DE4014171A1 (de) | 1991-11-07 |
HUT57539A (en) | 1991-12-30 |
DE59108164D1 (de) | 1996-10-17 |
CA2041684A1 (en) | 1991-11-04 |
JPH04225960A (ja) | 1992-08-14 |
EP0459140A2 (de) | 1991-12-04 |
ES2091258T3 (es) | 1996-11-01 |
US5565408A (en) | 1996-10-15 |
EP0459140B1 (de) | 1996-09-11 |
HU911479D0 (en) | 1991-11-28 |
HU209438B (en) | 1994-06-28 |
EP0459140A3 (en) | 1992-05-20 |
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